CHI - SIN

$354 Find Cheap Flights from Chicago to Singapore

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Singapore departing on 3/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Singapore

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Singapore.
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Everything you should know

Cheapest round-trip
$841
Overall average: $971
United Airlines
Thu 4/9Fri 4/24
ORD - SIN • 1 stop
Cheapest one-way
$354
Typical prices: $450-$621
Multiple Airlines
Sun 3/8
ORD - SIN • 2 stops
Top airlines
United Airlines
Cheapest • from $841 (round-trip)
EVA Air
Best reviews • 8.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Singapore. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Hong Kong (HKG)
Cheapest • Avg $1,267 (round-trip)
Istanbul (IST)
Shortest trip • 22h 25m (one-way)
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 25% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Singapore!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Singapore (CHI-SIN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Singapore that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Singapore

Thu, Apr 9 - Fri, Apr 24
United Airlines Logo
6:25 am - 6:35 pm
ORD
-
SIN
23h 10m
1 stop
United Airlines Logo
8:35 pm - 6:20 am
SIN
-
ORD
22h 45m
1 stop
$841United Airlines
Thu, Apr 9 - Sat, Apr 25
United Airlines Logo
6:25 am - 6:35 pm
ORD
-
SIN
23h 10m
1 stop
United Airlines Logo
9:00 am - 8:00 pm
SIN
-
ORD
24h 00m
2 stops
$845United Airlines
Tue, Mar 24 - Tue, Mar 31
Turkish Airlines Logo
9:20 pm - 8:35 am
ORD
-
SIN
22h 15m
1 stop
Turkish Airlines Logo
10:25 am - 9:40 am
SIN
-
ORD
36h 15m
1 stop
$848Turkish Airlines
Sat, Mar 14 - Mon, Mar 23
United Airlines Logo
9:15 pm - 7:00 am
ORD
-
SIN
44h 45m
1 stop
United Airlines Logo
10:20 pm - 6:17 am
SIN
-
ORD
20h 57m
1 stop
$849United Airlines
Wed, Mar 11 - Mon, Mar 16
Turkish Airlines Logo
9:20 pm - 10:00 am
ORD
-
SIN
23h 40m
1 stop
Turkish Airlines Logo
11:25 pm - 11:05 am
SIN
-
ORD
24h 40m
1 stop
$853Turkish Airlines
Sat, Aug 22 - Thu, Sep 17
Delta Logo
7:15 am - 5:00 am
ORD
-
SIN
32h 45m
2 stops
Delta Logo
7:30 am - 9:20 pm
SIN
-
ORD
26h 50m
2 stops
$854Delta
Sat, May 16 - Wed, Jun 3
Multiple Airlines Logo
3:45 pm - 6:35 pm
ORD
-
SIN
37h 50m
1 stop
Multiple Airlines Logo
8:35 pm - 7:16 am
SIN
-
ORD
23h 41m
1 stop
$859Multiple Airlines
Fri, Apr 10 - Fri, May 15
Turkish Airlines Logo
8:10 pm - 5:55 pm
ORD
-
SIN
32h 45m
1 stop
Turkish Airlines Logo
10:25 am - 9:40 am
SIN
-
ORD
36h 15m
1 stop
$862Turkish Airlines
Sun, Apr 12 - Mon, Apr 20
Delta Logo
6:00 am - 5:00 am
MDW
-
SIN
34h 00m
2 stops
Delta Logo
1:25 am - 4:26 pm
SIN
-
MDW
28h 01m
2 stops
$1,004Delta
Thu, Apr 16 - Thu, Apr 23
Multiple Airlines Logo
6:10 pm - 12:35 pm
MDW
-
SIN
29h 25m
2 stops
Multiple Airlines Logo
1:45 pm - 11:10 am
SIN
-
MDW
34h 25m
2 stops
$1,229Multiple Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Singapore flights

Get data-powered insights and trends into flights from Chicago to Singapore to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Singapore?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Singapore departing in April.

What is the cheapest month to fly from Chicago to Singapore?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Singapore is September, where tickets cost $849 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $1,910 and $1,412 respectively.

How far in advance should I book a flight from Chicago to Singapore?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Singapore, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 1 week before departure.

Good to know

Low seasonJanuary
Cheapest flight$354
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 68% increase in price.
Flight from Chicago O'Hare Airport to Singapore

When to book flights from Chicago to Singapore

Are your dates flexible? Find out the best times to travel from Chicago to Singapore based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Singapore

  • Where is the yoga room at ORD?

    If you’d like to stretch as you wait for your flight to Singapore, you can visit O'Hare's yoga room located near the Urban Garden in the terminal 3 rotunda. Once you’re done with your practice, you can shower at the Hilton Athletic Club between terminal 2 and the parking garage. It’s worth noting that to access this club, you’ll part with some cash.

  • Does ORD have interesting destinations worth checking out?

    Yes, it does. While waiting for your flight to Singapore, you should check out the Urban Garden near the mezzanine level of the terminal 3 rotunda. The garden features over 26 plant varieties and is the perfect place to calm your nerves before a long flight.

  • Where can I get a wheelchair in SIN?

    Once you land at SIN, you can request a wheelchair at the airport’s customer service counters and information centers. Alternatively, to have a wheelchair waiting for you at the gate upon arrival, inform your airline at least 72 hours before the flight and they will make arrangements for you.

  • What are the layover options for flights from ORD to SIN?

    There are various layover destinations between Chicago and Singapore. San Francisco is one of the most preferred on this route. It mainly serves Singapore Airlines flights on the route. Incheon is another popular destination. It mainly serves Korean Airlines flights traveling from ORD to SIN.

  • What is the cheapest flight from Chicago to Singapore?

    In the last 3 days, the lowest price for a flight from Chicago to Singapore was $354 for a one-way ticket and $841 for a round-trip.

  • Do I need a passport to fly between Chicago and Singapore?

    Yes, you’ll need a passport to travel to Singapore from Chicago.

  • Which airports will I be using when flying from Chicago to Singapore?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Singapore Changi is the only airport in Singapore. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which aircraft models fly most regularly from Chicago to Singapore?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Singapore?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Singapore, with SkyTeam being the most commonly used for this route.

  • What is the most popular layover when flying to Singapore from Chicago?

    Hong Kong is the most popular layover city among KAYAK users traveling from Chicago to Singapore.

  • Which is the best airline for flights from Chicago to Singapore, EVA Air or ANA?

    The two airlines most popular with KAYAK users for flights from Chicago to Singapore are EVA Air and ANA. With an average price for the route of $1,870 and an overall rating of 8.4, EVA Air is the most popular choice. ANA is also a great choice for the route, with an average price of $1,228 and an overall rating of 8.4.

  • How does KAYAK find such low prices on flights from Chicago to Singapore?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Singapore.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Singapore?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Singapore from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Singapore?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Singapore with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Singapore?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Singapore from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Singapore

  • Chicago has two airports, O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW). All flights to Singapore leave from the O'Hare International Airport, which is the busier of the two airports. On your travel date, make sure to arrive at ORD at least 2 hours ahead of your departure time to give yourself enough time to get through the check-in and security lines.
  • When waiting for your flight to Singapore at ORD, you can enjoy relaxing beauty and spa services at XpresSpa. Located near gate M10 in terminal 5, this spa prides itself on having well-trained and adequately experienced professionals. It's the perfect way to relax before a long international flight.
  • If you need to charge your laptop or electronic devices, ORD has several power stations you can visit. In terminal 1 they are situated near gates B4, B12, B19, C15, and C28, while in terminal 2, they are situated near gates E8 and F2. Terminal 3’s power stations are near gates G9, H12, K12, and L10 and terminal 5’s are near gates M4, M7, and M13.
  • At Singapore Changi International Airport (SIN) there are various sculptures you can check out both before and after security in terminal 3. Make sure you stop by the world’s largest sculpture, the Kinetic Rain, in terminal 1. It's the perfect spot for a welcome-to-Singapore selfie!
  • If you would like to rent a car at SIN, you can easily do so at SIN's rental counters in the arrivals hall. There are several dependable car rental agencies to choose from like Avis, Budget, and Hertz. These car rental agencies are normally in operation from 7 am – 11 pm daily.

Reviews of the top 5 airlines serving from Chicago to Singapore

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Singapore. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Singapore? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.4
EVA AirOverall score based on 1359 reviews
8.4Boarding
8.0Entertainment
8.6Crew
8.3Comfort
8.1Food
Airline reviews

It was easy going check in was easy and pretty fast entertainment was up to date on movies and food was ok

8.0 ExcellentAnonymous, Feb 2026
IAH - TPE
Read more EVA Air reviews

It was easy going check in was easy and pretty fast entertainment was up to date on movies and food was ok

Premium Economy seats were more comfortable than other airlines I have recently been on. Great staff. Food was unremarkable.

From checking at the airport to end of flights, attentive and caring personnel, comfortable seating, great food. I plan on using EVA again. Thank you, all.

Very nice, I feel I got good value for the price.

The soft service on EVA was superb from the quick and attentive flight attendants, to the turn down service, and excellent food. This all made my 11 hour flight very comfortable and relaxing.

Amazing one of the best airlines i have ever traveled with. I live with medical issues called psoriatic arthritis and was in pain on the flight. The flight crew made sure I had fresh ice pack ever hour. Going above an beyond with service and care ⭐️⭐️⭐️⭐️⭐️.

Don’t preorder the diabetic meal if you don’t have to. Whoever creates those meals thinks everyone loves fish, and hates seasoning. In a world where we can find diabetic friendly candy and low card bread, it’s surprising that places are still serving flavorless gelatin and rice cakes. Boarding in Taipei was chaos. They tried to form a line but didn’t manage it. So once the gate was opened, the line didn’t matter and everyone just mobbed to the front.

Certain flight crew member were rude and short with me when I asked questions.

We were very impressed with the modern plane its amenities, as well as the services of flight attendants.

The crew very accommodating and food too is good. Keep up the good work

Very bad Instead 22 hour it take me more that 35 hour to arrive from Los Angeles to Phuket and they changed my flight in Hong Kong to Shanghai china and in order to get my bag I was forced to vet china visa entrry

There could have been more options on the entertainment section Nothing was available for non English speaking passengers

I didn't have much experience with Cathay Pacific airlines because of delay and missed connections, the bulk of the trip was on Japan Airlines.

Flight delayed first from bad weather, then after boarding there was a problem with the plane. We had to get off and onto another plane...connections were missed and the trip took an additional 10 hours!! Pre-paid seatting was not honored due ro last minute carrier changes. Most of the trip was on Japan Airline.

Crew and food were great in-flight. We had a 2 hour delay, no communication, and just got left in a limbo. The crew arrived late and they were running checkouts on the plane (which is important, but why not doing it earlier?) Cathay did nothing to about the delay, and a lot of people missed their connection flights. I had to run and got stuck at checkpoint, which made my entire trip very unpleasant. Got to my gate 5 mins prior to them closing it.

My flight was suppose to be at 7:45pm to fly but it didnt fly out until 8:55 to dallas so then all of my other flights was late and delay ihad to wait at the airport for extra 14 hours to be able to get on a different plane

There were delays at boarding and landing. These events resulted in a tight transfer time in HK. Poor signage for transfers. Finally, lost luggage at final destination.

It was good. The planes needed to be updated though, they were dated and the entertainment systems were old. Service was amazing. The pre-booked meals were lacklustre.

Super delayed. Unnecessary. Need more competent people doing logistics to keep things moving on time. Totally unacceptable.

Flew from lax economy on cathay 777. Seat configuration 3-4-3. When the forward seat reclines it feels like someone is leaning forward and staring you. If you are slightly big tray tables will touch your abdomen even with seats upright. AVOID this above 777 configuration at all cost for a long flight. However their Airbus 350 3-3-3 configuration felt spacious and Seats wider.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Not United Airlines' fault. It's ORL airport's fault.

Good overall. Seat spacing a bit tight between IST and ISB.

Excellent staff despite some trying passenger situations. Very impressed with their good attitudes and kindness.

Crew were unfriendly, touch screen for movies didn't work very well, seats were tight and uncomfortable

it was great honestly for the melbourne flight a kit with blindfold and slippers was probided to each passenger on the seat and the food was really great will definitely recommend people take turkish airlines for travel not just on the sin-melbourne route.

After arriving in Istanbul, the transit information on the electronic board showed a tight departure time, and the gate changed in the middle, making it difficult to make it on time.

Typically good service onboard but baggage delay in airport was significant

My, Syed Zawar Hussein Shirazi frequently flyer membership number was not included on my boarding pass from O’Hare to Istanbul despite my reminder to the attendant at check in. Further she forgot to give me my boarding pass form Istanbul to Lahore and she needs to improve her customer service, please 🙏

Everything about that day was great I was happy with how things went as a first time traveling with the airline thank you for all that you’ve doing by taking us there to our various destinations thanks.

They oversold the tickets by one which was my ticket so I didn’t have a ticket till last second

Not good. I was supposed to be in Mint but got in economy class

Great setup on both flights except the last flight we got condensed dripping all over me in the last 20 mins of the flight

The last 3 hours it was freezing cold in row 56. Multiple people had their winter coats on and were utilizing the blankets provided by the airline. I also did not have easy access to figure out how to book my food allergy and advance for my meals. Most of everything I received was something I couldn't eat. This needs to be made more accessible. Also, I'm 5'10 which is the average height of the American male. I flew from Philadelphia to Toronto and then to Tokyo and the seats were absolutely unbearable. For that long of a flight it is impossible to get comfortable when doing anything. Flights need to have more space and stop prioritizing costs over people.

Was delayed at every point/ connection. Luggages missing for 5days. Had no medications for diabetes and high B/p. when bags where finally delivered on the 30th, the insulin and ozempic were no longer patent, as the ice pack had since dissolved and the authenticity of the med is now questionable, since they must be refrigerated. Please have them refund my bag fees. I should sue them for all the inconveniences caused to me.

The plane was delayed substantially due to a mechanical problem, that being said, the airline was very fair with providing a meal coupon for us. I would rather arrive late on a mechanically sound plane than the alternative. The food served in the plane was just awful, however and I recommend a new catering company.

Overall very good 👍 the only disappointment was that I pre ordered a vegan meal and the longest flight YVR-SIN wasn’t on board even though check in said it was and my email booking shows that confirmed ✅ luckily some passengers were not on board and there was a vegetarian meal available, but still, I think you should know because every all the other flights were vegan meals except for the longest so that was a bit of a concern at the beginning of the flight.

I waiting for 2 hrs to retrieve my luggage. Didn't get home till 3am.

The flight left late and I didn’t get a glass of bubbly upon boarding (which I’m used to when booking business class on other flights), but otherwise it was a pleasant flight with lovely, helpful crew members and I enjoyed my meal.

Good flight. It's great you can easily go anx help yourself to snacks and water. Crew friendly and helpful. Everything ran very smoothly.

Flight cancellations, delays, mass confusion and disorganization! That’s Air Canada for you, nothing new. I would have chosen a different airline if it were an option, and Air Canada continues to prove they don’t care about their customers.

everything was fine. but paying for 1 piece of check-in luggage and denying passengers to board with carry-on luggage which by air line's standards does not fit is not acceptable. when one travels for a longer time one needs to have some essentials

Everything you need to know for your flight from Chicago to Singapore

Information on your arrival and departure airports